Organic Chemistry III
	Professor Carl C. Wamser
Chem 336 - Spring Term	Chapter 20 Skills

Enols and Enolates

Knowledge - Level 1

know the terminology:

aldol condensation, mixed aldol
Michael reaction, conjugate addition
Robinson annulation
Claisen condensation
Dieckmann condensation
acetoacetic ester, malonic ester
alkylation, acylation
LDA

Concepts - Level 2

recognize the equilibrium between carbonyls and their enol tautomers

recognize the acidity of carbonyl alpha-hydrogens and the nucleophilicity of carbonyl alpha-anions

recognize the acidity of beta-dicarbonyl compounds and their enolates as nucleophiles

recognize the special reactivity of conjugated carbonyls and carboxyl derivatives towards nucleophiles (Michael addition)

Applications - Level 3

predict products of aldol ractions including cases of intramolecular or mixed reactions

predict products from Michael additions

illustrate or identify the Robinson annulation reaction sequence

predict products of Claisen condensations, including cases of intramolecular or mixed condensations

predict products from malonic ester or acetoacetic ester syntheses

Analytical Skills - Level 4

write mechanisms for aldol condensation reactions

write mechanisms for alpha-substitution reactions

write mechanisms for conjugate additions

write mechanisms for base-catalyzed Claisen condensations

Synthetic Skills - Level 5

create a synthetic sequence to prepare a given target molecule

especially using aldol or Claisen condensations or the malonic or acetoacetic ester syntheses